Category: 264927-52-8

264927-52-8, name is 2-Chloro-4-fluoro-5-iodobenzoic acid, belongs to iodides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. HPLC of Formula: C7H3ClFIO2

To a stirred solution of compound 3 (2.200 g, 7.33 mmol) in anhydrous DMF (20 mL) was added K2CO3 (0.846 g, 8.06 mmol) and isopropyl iodide (1.870 g, 10.99 mmol) in sequence at room temperature. The resulting mixture was stirred at the same temperature for 6 h and saturated NH4Cl(aq) (10 mL) was added to quench the reaction. The aqueous layer was separated and extracted with EtOAc (20*3 mL). The combined organic extracts were washed with brine, dried over MgSO4, filtered and concentrated to give the crude residue, which was purified by flash chromatography on silica gel with EtOAc/n-hexane (1:19) to afford compound 5 (2.407 g, 96% yield) as white solid. Mp 43-44 C; IR (neat): 1732, 1714, 1585, 1558, 1463, 1371, 1284, 1271, 1255 cm-1; 1H NMR (500 MHz, CDCl3): delta=8.23 (d, J=6.5 Hz, 1H), 7.19 (dd, J=7.5, 1.0 Hz, 1H), 5.28 (septet, J=6.0 Hz, 1H), 1.41 (d, J=6.0 Hz, 6H); 13C NMR (125 MHz, CDCl3): delta=163.1, 163.0 (d, J=252.5 Hz), 141.9 (d, J=2.5 Hz), 135.5 (d, J=10.0 Hz), 128.4 (d, J=3.7 Hz), 118.4 (d, J=26.2 Hz), 78.6 (d, J=26.2 Hz), 69.9, 21.8 (2*CH3); 19F NMR (470 MHz, CDCl3): delta=-89.5; HRMS (EI) m/z [M]+ calcd for C10H9ClFIO2: 341.9320; found: 341.9321.

The synthetic route of 264927-52-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Hsieh, Min-Tsang; Lin, Hui-Chang; Kuo, Sheng-Chu; Tetrahedron; vol. 72; 39; (2016); p. 5880 – 5885;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Synthetic Route of 264927-52-8, These common heterocyclic compound, 264927-52-8, name is 2-Chloro-4-fluoro-5-iodobenzoic acid, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

b Methyl 2-chloro-4-fluoro-5-iodobenzoate 30.8 g of 2-chloro-4-fluoro-5-iodobenzoic acid were dissolved in 300 ml of MeOH and 36 ml of thionyl chloride were added dropwise. The mixture was refluxed for 4 hours and the volatile constituents were removed in vacuo. The residue was taken up using 600 ml of EA and washed with 400 ml of a half-concentrated aqueous Na2 CO3 solution. The organic phase was dried over Na2 SO4 and the solvent was removed in vacuo. The residue was stirred with 200 ml of HEP, and the precipitate was filtered off and washed with 100 ml of HEP. 5.8 g of methyl 2-chloro-4-fluoro-3,5-diiodobenzoate were obtained, mp 155 C. The solvent was removed in vacuo from the filtrate containing the desired product and 23.5 g of white crystals were obtained, mp 52 C.

The synthetic route of 264927-52-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hoechst Aktiengesellschaft; US6057322; (2000); A;,
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com